TY - JOUR
T1 - Quinone-methide, phenolic and related triterpenoids of plants of Celastraceae
T2 - further evidence for the structure ofCelastranhydride
AU - Gamlath, Chandra B.
AU - Leslie Gunatilaka, A. A.
AU - Tezuka, Yasuhiro
AU - Kikuchi, Tohru
AU - Balasubramaniam, Sinnathamby
PY - 1990
Y1 - 1990
N2 - Quinone-methide and phenolic triterpenoids of the root outer bark ofCelastrus paniculatus have been identified as celastrol, pristimerin, zeylasterone and zeylasteral whereas those ofKokoona reflexa root outer bark were pristimerin, zeylasterone and zeylasteral. Celastranhydride, an unusual triterpene anhydride isolated fromK. zeylanica was shown to be present inK. reflexa, Cassine balae andReissantia indica. Details of the isolation and structure elucidation of celastranhydride are presented along with the analysis of1H-detected heteronuclear multiple-bond multi-quantum correlation (HMBC) NMR spectrum which aided the confirmation of its structure. Extracts ofC. balae, Gymnosporia emarginata, Pleurostylia opposita andR. indica were found to contain quinone-methides but were devoid of phenolic triterpenoids. The biosynthetic and chemotaxonomic significance of the co-occurrence of these triterpenoids in Celastraceae is discussed.
AB - Quinone-methide and phenolic triterpenoids of the root outer bark ofCelastrus paniculatus have been identified as celastrol, pristimerin, zeylasterone and zeylasteral whereas those ofKokoona reflexa root outer bark were pristimerin, zeylasterone and zeylasteral. Celastranhydride, an unusual triterpene anhydride isolated fromK. zeylanica was shown to be present inK. reflexa, Cassine balae andReissantia indica. Details of the isolation and structure elucidation of celastranhydride are presented along with the analysis of1H-detected heteronuclear multiple-bond multi-quantum correlation (HMBC) NMR spectrum which aided the confirmation of its structure. Extracts ofC. balae, Gymnosporia emarginata, Pleurostylia opposita andR. indica were found to contain quinone-methides but were devoid of phenolic triterpenoids. The biosynthetic and chemotaxonomic significance of the co-occurrence of these triterpenoids in Celastraceae is discussed.
KW - Cassine balae
KW - Celastraceae
KW - Celastrus paniculatus
KW - Gymnosporia emarginata
KW - biosynthesis
KW - celastranhydride
KW - chemotaxonomy.
KW - phenolic triterpenoids
KW - quinone-methides
KW - structure elucidation
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U2 - 10.1016/0031-9422(90)80182-G
DO - 10.1016/0031-9422(90)80182-G
M3 - Article
AN - SCOPUS:0343033826
VL - 29
SP - 3189
EP - 3192
JO - Phytochemistry
JF - Phytochemistry
SN - 0031-9422
IS - 10
ER -